Reaktion #816446

Reaktionsgleichung

water

DMF

oxalyl chloride

4-hydroxy-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

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title compound

Ausbeute 46.8%

4-Chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Ausbeute 46.8%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe resulting mixture was extracted with EtOAc
2. 2
   WaschenThe combined organic layers were washed with water
3. 3
   Sonstigebrine and evaporated
4. 4
   SonstigeThe residue was purified by silica gel column chromatography
5. 5
   workup.ADDITIONa 4:1 mixture of hexane and EtOAc as eluant

Vorschrift

DMF (25 mL) and oxalyl chloride (0.2 mL, 2.29 mmol) were added separately to a solution of 4-hydroxy-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.5 g, 1.87 mmol) in DCM (25 mL) at 0° C. The reaction mixture was then heated at 50° C. for 4 h, water was added and the resulting mixture was extracted with EtOAc. The combined organic layers were washed with water, then brine and evaporated. The residue was purified by silica gel column chromatography using a 4:1 mixture of hexane and EtOAc as eluant to give the title compound (0.25 g, 46%) as a solid; 1H NMR (200 MHz, CDCl3): δ 8.10-7.94 (m, 2H), 7.61-7.50 (m, 3H), 4.50 (sep, 1H), 1.61 (s, 3H), 1.65 (s, 6H).

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